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Key Documents

800815O

Avanti

16:0-18:1 DG

1-palmitoyl-2-oleoyl-sn-glycerol, neat oil

Synonyme(s) :

1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol; DG(16:0/18:1(9Z)/0:0)

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About This Item

Formule empirique (notation de Hill):
C37H70O5
Numéro CAS:
Poids moléculaire :
594.95
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Pureté

>99% (TLC)

Forme

liquid

Conditionnement

pkg of 1 × 10 mg (with screw cap (800815O-10mg))
pkg of 2 × 100 mg (with screw cap 800815O-20)0mg)
pkg of 1 × 25 mg (with screw cap (800815O-25mg))

Fabricant/nom de marque

Avanti Research - A Croda Brand 800815O

Type de lipide

neutral lipids
neutral glycerides

Conditions d'expédition

dry ice

Température de stockage

−20°C

Description générale

In biochemical signaling, diacylglycerol (DAG) functions as a second messenger signaling lipid, and is a product of the hydrolysis of the phospholipid PIP2 (phosphatidylinositolbisphosphate) by the enzyme phospholipase C (PLC) (a membrane-bound enzyme) that, through the same reaction, produces inositol trisphosphate (IP3). Although inositol trisphosphate (IP3) diffuses into the cytosol, DAG remains within the plasma membrane due to its hydrophobic properties. IP3 stimulates the release of calcium ions from the smooth endoplasmic reticulum, whereas DAG is a physiological activator of protein kinase C (PKC). The production of DAG in the membrane facilitates translocation of PKC from the cytosol to the plasma membrane.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.

Application

16:0-18:1 DG may be used:
  • in the lipid vesicle preparation for protein kinase C (PKC) activity studies
  • in aqueous phospholipid dispersions for differential scanning calorimetry (DSC) analysis
  • in in vitro diacylglycerol kinase assay

Conditionnement

5 mL PTFE Vial with Screw Cap (800815O-10mg)
5 mL PTFE Vial with Screw Cap (800815O-200mg)
5 mL PTFE Vial with Screw Cap (800815O-25mg)

Stockage et stabilité

Diacylglycerols are conveniently stored in chloroform solutions in glass vials with PTFE-lined caps at -20°C. Under these conditions acyl migration is minimal. Avoid plastic when handling chloroform solutions.

Autres remarques

Delivery to cells:
Dry samples of diacylglycerol in chloroform, using a stream of nitrogen. Dissolve the residue in an appropriate volume of ethanol or DMSO, then dilute to the desired aqueous medium.
Effective concentration:
Most biological responses saturate at 20 to 250 μM sn-1,2-dioctanoylglycerol. Only sn-1,2 isomers appear to be active.
Precaution: Since short chain Diacylglycerols mimic effects of the tumor-promoting phorbol diesters in a number of biological systems, extra care should be employed in their handling. Treatment of solutions, vessels and other articles with 1N NaOH before washing or discarding will destroy diacylglycerols.

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

10 - Combustible liquids


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

The phase behavior of aqueous dispersions of unsaturated mixtures of diacylglycerols and phospholipids
Jimenez-Monreal AM, et al.
Biochimica et Biophysica Acta - Biomembranes, 1373(1), 209-219 (1998)
Diacylglycerol kinase delta and sphingomyelin synthase-related protein functionally interact via their sterile alpha motif domains
Murakami C, et al.
The Journal of Biological Chemistry, 295(10), 2932-2947 (2020)
Acyl chain dependence of diacylglycerol activation of protein kinase C activity in vitro
Marignani PA, et al.
Biochemical and Biophysical Research Communications, 225(2), 469-473 (1996)
Chiaki Murakami et al.
The Journal of biological chemistry, 295(10), 2932-2947 (2020-01-26)
The δ isozyme of diacylglycerol kinase (DGKδ) plays critical roles in lipid signaling by converting diacylglycerol (DG) to phosphatidic acid (PA). We previously demonstrated that DGKδ preferably phosphorylates palmitic acid (16:0)- and/or palmitoleic acid (16:1)-containing DG molecular species, but not
Xinxing Zhang et al.
Journal of the American Chemical Society (2018-11-22)
Nature carefully designs the components of amphiphile-composed monolayer and bilayer membranes to deliver specific functions. The compositions of these interfacial layered structures are so delicate that minute modifications can result in huge changes in function. Great efforts have been expended

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